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Patent 5003050 Click For Printable Version of This Patent
Patent Information:  USPTO Site Listing

Patent Number: 5003050
Case ID: 0
Patent Title: Diazoluminomelanin and a method for preparing same
Status: ACTIVE
Status Date: 6/3/2005 8:43:58 PM
Issue Date: 3/26/1991
Filed Date: 3/7/1990
Serial #: 489561
Assignee Name: The United States of America as represented by the Secretary of the Air (Washington, DC)
Inventor(s): Kiel, Johnathan L. , O'Brien, Gerald J.
Lab Information:  View Lab Profile

Lab Name: Human Effectiveness Directorate
Location: 2610 Seventh Street, Building 441
Wright-Patterson AFB, OH 45433-7901
Contact: Contact Lab About This Patent

This invention relates to luminescent reagents.

Specific binding assays provide an economical means for detecting and measuring an analyte present in low concentrations in a sample. Specific binding assays are based upon the interaction of two bindable substances, one the analyte and the other a specific binding partner, which specifically recognize each other. Examples of specific binding partners whose interaction can serve as the basis for a specific binding assay include antigens-antibodies, biotin-avidin, nucleic acid probes, enzymes-substrates, enzymes-inhibitors, enzymes-cofactors, chelators-chelates, and cell surface receptor pairs. Assays involving other specifically bindable substances are also known and within the scope of the present invention. Specific binding assays have shown great utility in determining various analytes in biological, medical, environmental, agricultu . . . . More
A water-soluble luminescent compound having repeating units of the formula: ##STR1## The product, which is a polymer having repeating units comprising diazo-linked luminol and hydroxyindole, is referred to as diazoluminomelanin (DALM), since one of the precursors to this product, 3-amino-L-tyrosine (3AT) is closely related to the biological substrates which are converted into melanin. Also provided is a method for preparing DALM which comprises reacting 3AT with an alkali metal nitrite, and reacting the resulting diazonium salt with luminol. DALM can be used for chemiluminescent immunoassays for biological and chemical agents; in radiofrequency and ionizing radiation dosimeters; and for RNA/DNA hybridization assays for viruses and genetic detection.
We claim:

1. A luminescent compound having repeating units of the formula: ##STR3##

2. A method for preparing a luminescent compound having repeating units of the formula: ##STR4## which comprises the steps of (a) reacting 3-amino-L-tyrosine with an alkali metal nitrite to form a diazonium salt, (b) reacting said salt with 5-amino-2,3-dihydro-1,4-phthalazinedione and (c) recovering the resulting compound.

3. The method of claim 2 wherein said reacting step (a) is carried out in aqueous solution.

4. The method of claim 3 wherein said aqueous solution is acidic.

5. The method of claim 4 wherein said aqueous solution has a pH of about 5.0 to 6.0.

6. The method of claim 2 wherein said reacting step (a) is carried out for about 1 to 20 minutes.

7. The method of claim 6 wherein said reacting step (a) is carried out for about 5 to 10 minutes.

8. The method of claim 2 wherein  . . . . More